2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzoyl-4-O-[6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside | 117252-78-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzoyl-4-O-[6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside
• 英文别名: [(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4-dibenzoyloxy-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dibenzoyloxy-6-(2-trimethylsilylethoxy)oxan-2-yl]methyl benzoate
• CAS: 117252-78-5
• 化学式: C₆₈H₇₄O₂₆Si
• 分子量: 1335.41
• InChiKey: KRTVGHLZMPHCEH-VOGZJBJCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.97
• 重原子数：
  95
• 可旋转键数：
  36
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  318
• 氢给体数：
  0
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzoyl-4-O-[6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成
  参考文献：
  名称：

  The synthesis of 16-mercaptohexadecanyl glycosides for biosensor applications

  摘要：

  The P-k trisaccharide and the central disaccharide element of asialo GM(1) activated as their trichloroacetimidates were each used to glycosylate 16-(p-toluensulfonyloxy)hexadecanol 1. Displacement of the tosyl group by thiocyanate followed by sodium borohydride reduction and saponification afforded oligosaccharide 16-mercaptohexadecanyl glycosides that were isolated as the corresponding disulfides 6 and 17 unless oxygen was rigorously excluded from the solvents used for work-up. Dithiothreitol reduction of disulfides and subsequent isolation under an inert atmosphere with degassed solvents gave the thiols 7 and 18. Chemisorption of omega-glycosyl alkanethiols and alkanethiols onto gold electrodes produces self-assembled monolayers that can act as amperometric biosensors for the detection of proteins that bind to the immobilized oligosaccharide epitope. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00053-6
• 作为产物：
  描述：

  [(2R,3R,4S,5R,6R)-4,5-dibenzoyloxy-3-[(2S,3R,4S,5S,6R)-3,4-dibenzoyloxy-6-(hydroxymethyl)-5-[(2R,3R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(2-trimethylsilylethoxy)oxan-2-yl]methyl benzoate 生成 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzoyl-4-O-[6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside
  参考文献：
  名称：

  JANSSON, KARL;AHLFORS, STEFAN;FREJD, TORBJORN;KIHLBERG, JAN;MAGNUSSON, GO+, J. ORG. CHEM., 53,(1988) N 24, C. 5629-5647

  摘要：

  DOI：

文献信息

• 2-(Trimethylsilyl)ethyl glycosides. 3. Synthesis, anomeric deblocking, and transformation into 1,2-trans 1-O-acyl sugars
  作者：Karl Jansson、Stefan Ahlfors、Torbjoern Frejd、Jan Kihlberg、Goeran Magnusson、Jan Dahmen、Ghazi Noori、Kristina Stenvall

  DOI：10.1021/jo00259a006

  日期：1988.11
• 2-(Trimethylsilyl)ethyl glycosides. Transformation into glycopyranosyl chlorides
  作者：Karl Jansson、Ghazi Noori、Goeran Magnusson

  DOI：10.1021/jo00297a038

  日期：1990.5
• JANSSON, KARL;NOORI, GHAZI;MAGNUSSON, GORAN, J. ORG. CHEM., 55,(1990) N0, C. 3181-3185
  作者：JANSSON, KARL、NOORI, GHAZI、MAGNUSSON, GORAN

  DOI：——

  日期：——